5-methoxy-1H-indazole-3-carboxylic Acid

Base Information

• Chemical Name: 5-methoxy-1H-indazole-3-carboxylic Acid
• CAS No.: 90417-53-1
• Molecular Formula: C9H8N2O3
• Molecular Weight: 192.174
• Hs Code.: 29339900
• European Community (EC) Number: 842-077-0
• DSSTox Substance ID: DTXSID20438881
• Nikkaji Number: J2.410.692F
• Wikidata: Q72490025
• Mol file: 90417-53-1.mol

Synonyms:5-methoxy-1H-indazole-3-carboxylic Acid;90417-53-1;5-Methoxy-3-indazolecarboxylic acid;MFCD03840712;5-Methoxy-3-indozole-carboxylic acid;5-Methoxy-1H-indazole-3-carboxylicacid;5-METHOXY-3-(1H)INDAZOLE CARBOXYLIC ACID;SCHEMBL929332;DTXSID20438881;RSERHJPLECECPR-UHFFFAOYSA-N;BBL021762;STK894479;AKOS005144132;AB16516;AC-28258;AS-45750;BL002352;SY020616;5-methoxy-1 H-indazole-3-carboxylic acid;AM20041372;CS-0085348;FT-0604111;EN300-115995;J-517663;Z1198163383

Chemical Property of 5-methoxy-1H-indazole-3-carboxylic Acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.689
• Boiling Point: 467.609 °C at 760 mmHg
• Flash Point: 236.602 °C
• PSA: 75.21000
• Density: 1.46 g/cm³
• LogP: 1.26970
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 192.05349212
• Heavy Atom Count: 14
• Complexity: 234

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Methoxy-1h-indazole-3-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)NN=C2C(=O)O

Technology Process of 5-methoxy-1H-indazole-3-carboxylic Acid

There total 3 articles about 5-methoxy-1H-indazole-3-carboxylic Acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

5-methoxyisatine (39755-95-8) → 5-methoxy-1H-indazole-3-carboxylic acid (90417-53-1)

Guidance literature:

5-methoxyisatine; With sodium hydroxide; In water; at 50 ℃; for 0.333333h;

With sulfuric acid; sodium nitrite; In water; at 0 ℃; for 1h;

With hydrogenchloride; tin(ll) chloride; at 20 ℃; for 16h;

DOI:10.1016/j.tetlet.2007.02.042

Reference yield: 35.0%

carbon dioxide (124-38-9,18923-20-1) + 5-methoxy-1H-indazole (94444-96-9) → 5-methoxy-1H-indazole-3-carboxylic acid (90417-53-1)

Guidance literature:

With potassium carbonate; at 270 ℃; for 4h; under 52504.2 Torr;

DOI:10.1021/jm00013a010

Reference yield:

→ 5-methoxy-1H-indazole-3-carboxylic acid (90417-53-1)

Guidance literature:

5-Methoxyisatin, NaNO2, wss. NaOH, 1) Eintragen dieser Lsg. in wss. H2SO4 (-5grad), 15 min. Ruehren (< 0grad), 2) Eintropfen einer Lsg. von SnCl2 in konz. HCl, Ruehren (1h, Raumtemp.);

upstream raw materials:

carbon dioxide

5-methoxy-1H-indazole

5-methoxyisatine

Downstream raw materials:

5-methoxy-1H-indazole-3-carboxylic acid {2-[4-(3,4-dimethoxy-benzoylamino)-phenyl]-2-methyl-propyl}-amide

benzyl 1-benzyl-5-methoxy-1H-indazole-3-carboxylate

N-({1-[4-(benzyloxy)benzyl]piperidin-4-yl}methyl)-5-methoxy-1H-indazole-3-carboxamide

N-{[1-(4-hydroxybenzyl)piperidin-4-yl]methyl}-5-methoxy-1H-indazole-3-carboxamide

Refernces

• 1、 Crocetti, Letizia,Schepetkin, Igor A.,Cilibrizzi, Agostino,Graziano, Alessia,Vergelli, Claudia,Giomi, Donatella,Khlebnikov, Andrei I.,Quinn, Mark T.,Giovannoni, Maria Paola. "Optimization of N-benzoylindazole derivatives as inhibitors of human neutrophil elastase". . p. 6259 - 6272. Retrieved 2013/09/02.
• 2、 Crestey, Fran?ois,Stiebing, Silvia,Legay, Rémi,Collot, Valérie,Rault, Sylvain. "Design and synthesis of a new indazole library: direct conversion of?N-methoxy-N-methylamides (Weinreb amides) to 3-keto and 3-formylindazoles". . p. 419 - 428. Retrieved 2007/10/03.